Acid-Triggered, Acid-Generating, and Self-Amplifying Degradable Polymers

Kali A. Miller, Ephraim G. Morado, Shampa R. Samanta, Brittany A. Walker, Arif Z. Nelson, Samya Sen, Dung T. Tran, Daniel J. Whitaker, Randy H. Ewoldt, Paul V. Braun, Steven C. Zimmerman

Research output: Contribution to journalArticle

Abstract

We describe the 3-iodopropyl acetal moiety as a simple cleavable unit that undergoes acid catalyzed hydrolysis to liberate HI (pKa-10) and acrolein stoichiometrically. Integrating this unit into linear and network polymers gives a class of macromolecules that undergo a new mechanism of degradation with an acid amplified, sigmoidal rate. This trigger-responsive self-amplified degradable polymer undergoes accelerated rate of degradation and agent release.

Original languageEnglish (US)
Pages (from-to)2838-2842
Number of pages5
JournalJournal of the American Chemical Society
Volume141
Issue number7
DOIs
StatePublished - Feb 20 2019

ASJC Scopus subject areas

  • Catalysis
  • Chemistry(all)
  • Biochemistry
  • Colloid and Surface Chemistry

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  • Cite this

    Miller, K. A., Morado, E. G., Samanta, S. R., Walker, B. A., Nelson, A. Z., Sen, S., Tran, D. T., Whitaker, D. J., Ewoldt, R. H., Braun, P. V., & Zimmerman, S. C. (2019). Acid-Triggered, Acid-Generating, and Self-Amplifying Degradable Polymers. Journal of the American Chemical Society, 141(7), 2838-2842. https://doi.org/10.1021/jacs.8b07705